[10] Orlando Pirates 2-0 Cape Town City [8] 2023-08-29 17:30
Stadium: Orlando Stadium Round: 5
Referee: Michael Mosemeng Home Manager: Jose Riveiro Away Manager: Eric Tinkler
Head to Head
| South Africa Premier | 2023/04/22 13:00 | Orlando Pirates v Cape Town City | W | 2-1 |
| South Africa Premier | 2023/01/07 15:30 | Cape Town City v Orlando Pirates | L | 2-1 |
| South Africa Premier | 2022/03/02 15:30 | Orlando Pirates v Cape Town City | D | 0-0 |
| South Africa Premier | 2021/10/02 15:30 | Cape Town City v Orlando Pirates | D | 1-1 |
| South Africa Premier | 2021/02/09 15:00 | Orlando Pirates v Cape Town City | W | 2-0 |
| South Africa Premier | 2020/12/05 13:30 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Cup | 2020/10/17 16:00 | Orlando Pirates v Cape Town City | W | 1-0 |
| South Africa Premier | 2020/08/23 13:30 | Cape Town City v Orlando Pirates | L | 1-0 |
Home History
| CAF Champions League | 2023/08/25 17:30 | Orlando Pirates v Djabal Club | W | 3-0 |
| CAF Champions League | 2023/08/19 12:30 | Djabal Club v Orlando Pirates | W | 0-1 |
| South Africa Premier | 2023/08/15 17:30 | Chippa United v Orlando Pirates | D | 1-1 |
| South Africa Supa 8 Cup | 2023/08/12 16:00 | Orlando Pirates v Sekhukhune United FC | W | 5-0 |
| South Africa Premier | 2023/08/08 17:30 | Orlando Pirates v Royal AM FC | W | 4-2 |
| South Africa Premier | 2023/08/05 18:00 | Stellenbosch FC v Orlando Pirates | L | 1-0 |
| World Club Friendlies | 2023/07/19 09:00 | Las Palmas v Orlando Pirates | D | 0-0 |
| World Club Friendlies | 2023/07/15 16:00 | Orlando Pirates v Independiente del Valle | W | 3-1 |
Away History
| South Africa Premier | 2023/08/23 17:30 | Cape Town City v Sekhukhune United FC | L | 0-1 |
| South Africa Premier | 2023/08/18 17:30 | Supersport United v Cape Town City | L | 1-0 |
| South Africa Supa 8 Cup | 2023/08/13 13:00 | Cape Town City v Kaizer Chiefs | L | 1-2 |
| South Africa Premier | 2023/08/09 13:00 | Moroka Swallows v Cape Town City | W | 0-1 |
| South Africa Premier | 2023/08/06 15:30 | Cape Town City v Polokwane City | W | 1-0 |
| South Africa Premier | 2023/05/20 13:00 | Kaizer Chiefs v Cape Town City | W | 0-1 |
| South Africa Premier | 2023/05/13 13:00 | Cape Town City v Richards Bay FC | W | 2-0 |
| South Africa Premier | 2023/05/03 17:30 | Cape Town City v Golden Arrows | D | 0-0 |